Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | HCID 22628436 | HCID 22628436 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 11106016 | HCID 11106016 | 58% |
Reaction Steps
55.2 g of monoethyl 2-acetylglutarate was dissolved in 500 ml of methylene chloride, and 52.06 g of oxalyl chloride and 5 drops of DMF were added at 0° C. They were reacted for 2 hours at room temperature. 500 ml of methylene chloride was added to the obtained acid-chloride solution, and, at temperature below 10° C., 33.12 g of triethylamine was dropped. They were reacted for an hour at room temperature. The reaction solution was washed with water, with an aqueous solution of sodium hydrogen carbonate and then with saturated salt water, and dried over anhydrous magnesium sulfate. The solvent was removed by distillation. The obtained residue was purified by distillation under reduced pressure to give 29.30 g of the title compound as a colorless liquid. Boiling point: 130-150° C./17 mmHg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06359143B1 |
|---|
| Source dataset | uspto-grants-2002_03 |
|---|
| ORD ID | ord-2d36c498cea6459ea354afebe2637f59 |
|---|
| Source note | uspto-grants-2002_03 |
|---|